CAS 22246-18-0 7-Hydroxy-3,4-dihydrocarbostyril (HCID 2785758)

Substructure search Find similar structures

Basic information

CAS: 22246-18-0
Standard SMILES: O=C1CCc2ccc(O)cc2N1
InChIKey: LKLSFDWYIBUGNT-UHFFFAOYSA-N
Molecular formula: C9H9NO2
Average molar mass: 163.17 g/mol
Monoisotopic mass: 163.06332853

Names & identifiers

Preferred name: 7-Hydroxy-3,4-dihydrocarbostyril
IUPAC: 7-hydroxy-3,4-dihydro-1H-quinolin-2-one
English name: 3,4-Dihydro-7-hydroxy-2(1H)-quinolinone
Molecular formula: C9H9NO2
Molecular weight: 163.17

Names & synonyms

22246-18-03,4-Dihydro-7-hydroxy-2(1H)-quinolinone7-hydroxy-3,4-dihydroquinolin-2(1H)-one7-Hydroxy-3,4-dihydro-2(1H)-quinolinone7-Hydroxy-3,4-dihydrocarbostyril3,4-dihydroquinoline-2,7-diolVFU6XCR3Q32(1H)-QUINOLINONE, 3,4-DIHYDRO-7-HYDROXY-DTXSID703829413,4-Dihydro-7-hydroxy-2(1H)-quinolineARIPIPRAZOLE IMPURITY A [EP IMPURITY]ARIPIPRAZOLE IMPURITY A (EP IMPURITY)

Show more names

7-Hydroxy-3AURORA KA-4813Aripiprazole Imp.A3,4-Dihydro-7-hydrox7-Hydroxy carbostyril

RefChem:546546DTXCID40333965606-966-57-hydroxy-3,4-dihydro-1H-quinolin-2-one3,4-Dihydro-7-hydroxycarbostyrilAripiprazole EP Impurity A3,4-Dihydro-7-hydroxyquinoline-2(1H)-oneMFCD06410891

Database identifiers

CAS: 22246-18-0
PubChem CID: 2785758
DTXSID: DTXSID70382941
ChEMBL: CHEMBL2430711
ChEBI: CHEBI:228791
UNII: VFU6XCR3Q3
EC Number: 606-966-5
Nikkaji: J28.258H

Properties

Computed structural properties

XLogP: 0.7
Topological polar surface area: 49.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 193

Physicochemical properties

Melting point: 233 · 233-237 °C
Boiling point: 403.7 · 403.7±45.0 °C(Predicted)
Density: 1.282 · 1.282±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 9.6 · 9.60±0.20(Predicted)
color: Pale Yellow
InChI: InChI=1S/C9H9NO2/c11-7-3-1-6-2-4-9(12)10-8(6)5-7/h1,3,5,11H,2,4H2,(H,10,12)
InChIKey: LKLSFDWYIBUGNT-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC(O)=C2)CCC1=O
CAS DataBase Reference: 22246 · 22246-18-0(CAS DataBase Reference)
FDA UNII: 6 XCR3Q3 · VFU6XCR3Q3
UNSPSC Code: 41116100 · 41116100
NACRES: 24 · NA.24
Symbol(GHS): 7 · GHS07

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 2% (1 of 51) of reports.

Warning

H302 (84.3%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (11.8%): Causes skin irritation [Warning Skin corrosion/irritation]；H317 (82.4%): May cause an allergic skin reaction [Warning Sensitization, Skin]；H319 (13.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (11.8%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 51 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 51 reports by companies.；There are 6 notifications provided by 50 of 51 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (84.3%)；Skin Irrit. 2 (11.8%)；Skin Sens. 1 (82.4%)；Eye Irrit. 2 (13.7%)；STOT SE 3 (11.8%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk: 3
hs_code: 29334900
risk_code: 22-43
Signal word: Warning
Symbol(GHS)

Chemistry & industry

Applications · 2 items

Description3,4-Dihydro-7-hydroxy-2 (1H)-quinolinone is a useful organic and pharmaceutical intermediate. It can be used as the precursor of aripiprazole1, which is an antipsychotic medication. It is also an antitumor agent and hydroxyindole analog inhibitor tyrosinase melanoma.

Uses3,4-Dihydro-7-hydroxyquinoline-2(1H)-one (Aripiprazole EP Impurity A) is an antitumor agent. Hydroxyindole analog inhibitor tyrosinase melanoma. This compound is also used in the preparation of aripiprazole (A771000).